Imidazoles and Oxazoles from Lapachones and Phenanthrene-9,10-dione: A Journey through their Synthesis, Biological Studies, and Optical Applications

Chem Rec. 2021 Oct;21(10):2702-2738. doi: 10.1002/tcr.202100138. Epub 2021 Jun 25.

Abstract

Diverse structural frameworks are found in natural compounds and are well known for their chemical and biological properties; such compounds include the imidazoles and oxazoles. Researchers worldwide are continually working on the development of methods for synthesizing new molecules bearing these basic moiety and evaluating their properties and applications. To expand the knowledge related to azoles, this review summarizes important examples of imidazole and oxazole derivatives from 1,2-dicarbonyl compounds, such as lapachones and phenanthrene-9,10-diones, not only regarding their synthesis and biological applications but also their photophysical properties and uses. The data concerning the latter are particularly scarce in the literature, which leads to underestimation of the potential applications that can be envisaged for these compounds.

Keywords: biological applications; imidazole; oxazole; photophysics; sensing.

Publication types

  • Review

MeSH terms

  • Imidazoles
  • Oxazoles*
  • Phenanthrenes*

Substances

  • Imidazoles
  • Oxazoles
  • Phenanthrenes